NPASS drugs

Drug Information

Drug ID:	NPD3801
Drug Name:
Molecular Formula:	C20H17N3O4S
Canonical SMILES:	Cc1c(C)noc1NS(=O)(=O)c1ccccc1c1ccc(cc1)c1ncco1
Standard InCHI:	InChI=1S/C20H17N3O4S/c1-13-14(2)22-27-19(13)23-28(24,25)18-6-4-3-5-17(18)15-7-9-16(10-8-15)20-21-11-12-26-20/h3-12,23H,1-2H3
Standard InCHIKey:	LJGUZUROJOJEMI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3801

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	503
0.1-0.2	3543
0.2-0.3	9312
0.3-0.4	9734
0.4-0.5	5517
0.5-0.6	1872
0.6-0.7	393
0.7-0.8	16
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7884	NPC196718
Intermediate Similarity	0.781	NPC102593
Intermediate Similarity	0.7373	NPC161801
Intermediate Similarity	0.7194	NPC240384
Intermediate Similarity	0.7143	NPC141053
Intermediate Similarity	0.7126	NPC477589
Intermediate Similarity	0.7126	NPC477587
Intermediate Similarity	0.7091	NPC196449
Intermediate Similarity	0.7091	NPC314222
Intermediate Similarity	0.7083	NPC258048
Intermediate Similarity	0.707	NPC477585
Intermediate Similarity	0.707	NPC477588
Intermediate Similarity	0.707	NPC477590
Intermediate Similarity	0.707	NPC477586
Intermediate Similarity	0.7056	NPC216612
Intermediate Similarity	0.7031	NPC101350
Remote Similarity	0.6992	NPC235685
Remote Similarity	0.6981	NPC53534
Remote Similarity	0.6952	NPC152620
Remote Similarity	0.6929	NPC260434
Remote Similarity	0.6911	NPC148889
Remote Similarity	0.6858	NPC75179
Remote Similarity	0.6836	NPC473186
Remote Similarity	0.6825	NPC122436
Remote Similarity	0.6816	NPC123839
Remote Similarity	0.6815	NPC36405
Remote Similarity	0.68	NPC269270
Remote Similarity	0.6792	NPC26543
Remote Similarity	0.6783	NPC39370
Remote Similarity	0.6773	NPC323969
Remote Similarity	0.6773	NPC14686
Remote Similarity	0.6759	NPC322482
Remote Similarity	0.6755	NPC63971
Remote Similarity	0.6755	NPC91868
Remote Similarity	0.6749	NPC315411
Remote Similarity	0.6735	NPC266249
Remote Similarity	0.6735	NPC287208
Remote Similarity	0.6733	NPC168209
Remote Similarity	0.6731	NPC470022
Remote Similarity	0.6731	NPC15801
Remote Similarity	0.673	NPC316224
Remote Similarity	0.6719	NPC194740
Remote Similarity	0.6718	NPC182222
Remote Similarity	0.6708	NPC475774
Remote Similarity	0.6694	NPC474428
Remote Similarity	0.6667	NPC165964
Remote Similarity	0.6667	NPC267928
Remote Similarity	0.6667	NPC142385
Remote Similarity	0.6654	NPC243633
Remote Similarity	0.6654	NPC185197
Remote Similarity	0.6654	NPC175150
Remote Similarity	0.6642	NPC78609
Remote Similarity	0.6641	NPC49547
Remote Similarity	0.664	NPC477979
Remote Similarity	0.6629	NPC72905
Remote Similarity	0.6627	NPC131885
Remote Similarity	0.6615	NPC74575
Remote Similarity	0.6615	NPC329631
Remote Similarity	0.6613	NPC269367
Remote Similarity	0.66	NPC236668
Remote Similarity	0.6596	NPC282103
Remote Similarity	0.6585	NPC315061
Remote Similarity	0.658	NPC137353
Remote Similarity	0.6574	NPC146976
Remote Similarity	0.6565	NPC470017
Remote Similarity	0.6562	NPC314633
Remote Similarity	0.656	NPC118940
Remote Similarity	0.656	NPC110182
Remote Similarity	0.6554	NPC72715
Remote Similarity	0.6552	NPC180504
Remote Similarity	0.655	NPC257851
Remote Similarity	0.6548	NPC274982
Remote Similarity	0.6534	NPC207866
Remote Similarity	0.6525	NPC471762
Remote Similarity	0.652	NPC187501
Remote Similarity	0.6517	NPC208522
Remote Similarity	0.6515	NPC135950
Remote Similarity	0.6508	NPC16066
Remote Similarity	0.6507	NPC326930
Remote Similarity	0.6507	NPC475301
Remote Similarity	0.6507	NPC53255
Remote Similarity	0.6507	NPC85879
Remote Similarity	0.6486	NPC328928
Remote Similarity	0.6486	NPC140296
Remote Similarity	0.6484	NPC13603
Remote Similarity	0.6477	NPC472061
Remote Similarity	0.6475	NPC267853
Remote Similarity	0.6475	NPC103361
Remote Similarity	0.6471	NPC288987
Remote Similarity	0.6471	NPC208084
Remote Similarity	0.6468	NPC324361
Remote Similarity	0.6457	NPC472285
Remote Similarity	0.6455	NPC472434
Remote Similarity	0.6454	NPC146418
Remote Similarity	0.645	NPC244897
Remote Similarity	0.645	NPC471004
Remote Similarity	0.6449	NPC19872
Remote Similarity	0.6448	NPC470018
Remote Similarity	0.6445	NPC276657
Remote Similarity	0.6445	NPC225279
Remote Similarity	0.6444	NPC270515
Remote Similarity	0.6439	NPC473187
Remote Similarity	0.6436	NPC472436
Remote Similarity	0.6434	NPC205372
Remote Similarity	0.6431	NPC303658
Remote Similarity	0.6423	NPC192712
Remote Similarity	0.6423	NPC157931
Remote Similarity	0.6415	NPC184225
Remote Similarity	0.6414	NPC470020
Remote Similarity	0.6413	NPC473833
Remote Similarity	0.6412	NPC477112
Remote Similarity	0.6412	NPC315062
Remote Similarity	0.6406	NPC313804
Remote Similarity	0.6406	NPC315804
Remote Similarity	0.6406	NPC298436
Remote Similarity	0.6403	NPC476287
Remote Similarity	0.6402	NPC316411
Remote Similarity	0.6398	NPC314954
Remote Similarity	0.6398	NPC66777
Remote Similarity	0.6395	NPC16352
Remote Similarity	0.6392	NPC27041
Remote Similarity	0.6392	NPC305984
Remote Similarity	0.639	NPC476460
Remote Similarity	0.639	NPC138370
Remote Similarity	0.6389	NPC82370
Remote Similarity	0.6388	NPC469554
Remote Similarity	0.6387	NPC472435
Remote Similarity	0.6386	NPC472286
Remote Similarity	0.6386	NPC472287
Remote Similarity	0.6386	NPC175602
Remote Similarity	0.6385	NPC24370
Remote Similarity	0.6385	NPC319232
Remote Similarity	0.6378	NPC50562
Remote Similarity	0.6375	NPC61038
Remote Similarity	0.6375	NPC174758
Remote Similarity	0.637	NPC475533
Remote Similarity	0.6367	NPC471978
Remote Similarity	0.6364	NPC26679
Remote Similarity	0.6364	NPC38237
Remote Similarity	0.636	NPC249583
Remote Similarity	0.6357	NPC198503
Remote Similarity	0.6357	NPC471979
Remote Similarity	0.6353	NPC67658
Remote Similarity	0.6349	NPC469489
Remote Similarity	0.6347	NPC475315
Remote Similarity	0.6347	NPC324619
Remote Similarity	0.6346	NPC471615
Remote Similarity	0.6345	NPC327592
Remote Similarity	0.6345	NPC472259
Remote Similarity	0.6341	NPC123395
Remote Similarity	0.634	NPC253675
Remote Similarity	0.6337	NPC198673
Remote Similarity	0.6337	NPC473188
Remote Similarity	0.6333	NPC471013
Remote Similarity	0.6333	NPC148896
Remote Similarity	0.6333	NPC180668
Remote Similarity	0.6332	NPC210434
Remote Similarity	0.6326	NPC101543
Remote Similarity	0.6326	NPC207686
Remote Similarity	0.632	NPC317373
Remote Similarity	0.6318	NPC54066
Remote Similarity	0.6316	NPC477549
Remote Similarity	0.6312	NPC24019
Remote Similarity	0.631	NPC174672
Remote Similarity	0.6308	NPC230683
Remote Similarity	0.6308	NPC229893
Remote Similarity	0.6305	NPC245816
Remote Similarity	0.6305	NPC476138
Remote Similarity	0.6304	NPC264285
Remote Similarity	0.6302	NPC172222
Remote Similarity	0.6302	NPC323752
Remote Similarity	0.6302	NPC22481
Remote Similarity	0.6301	NPC168911
Remote Similarity	0.63	NPC10904
Remote Similarity	0.6299	NPC318299
Remote Similarity	0.6298	NPC186351
Remote Similarity	0.6295	NPC183777
Remote Similarity	0.6292	NPC184680
Remote Similarity	0.6291	NPC244543
Remote Similarity	0.6289	NPC170114
Remote Similarity	0.6289	NPC322064
Remote Similarity	0.6286	NPC132385
Remote Similarity	0.6284	NPC97746
Remote Similarity	0.6284	NPC179287
Remote Similarity	0.6283	NPC119134
Remote Similarity	0.628	NPC285558
Remote Similarity	0.6278	NPC34770
Remote Similarity	0.6275	NPC39500
Remote Similarity	0.6275	NPC317752
Remote Similarity	0.627	NPC82548
Remote Similarity	0.6269	NPC470785
Remote Similarity	0.6265	NPC295898
Remote Similarity	0.6259	NPC216369
Remote Similarity	0.6259	NPC166712
Remote Similarity	0.6255	NPC45190
Remote Similarity	0.6255	NPC108342
Remote Similarity	0.6255	NPC470164
Remote Similarity	0.6255	NPC323345
Remote Similarity	0.6254	NPC478013
Remote Similarity	0.625	NPC237740

Drug Structure

NPD3801 OpenBabel08211704332D 29 32 0 0 0 0 0 0 0 0999 V2000 -3.1637 -0.2274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6160 -2.3554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7024 -1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 -2.4487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0933 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 21 1 0 0 0 0 12 26 1 0 0 0 0 13 14 1 0 0 0 0 13 19 2 0 0 0 0 14 22 2 0 0 0 0 15 17 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 18 28 1 0 0 0 0 19 23 1 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 24 28 2 0 0 0 0 25 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004515
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9843631
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.09
ALogP	-0.1632
MLogP	2.78
XLogP	4.76
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	106.61
RO5 Violation	0